When?

People made the same memes about Windows’s system32 folder, and look at them.

I think this community is more for questions with factual answers that have simply eluded you, not questions where the answers are opinions.

That said…

• Ryoji Kaji from Neon Genesis Evangelion

• Mamoru Chiba (AKA Tuxedo Mask) from Sailor Moon - my favorite look of his is when he’s in his brainwashed Prince Endymion form

• Spike Spiegel from Cowboy Bebop

• Hei from Darker Than Black

• Howl from Howl’s Moving Castle